EP0363322B1 - Procédé de préparation de compositions pigmentaires - Google Patents
Procédé de préparation de compositions pigmentaires Download PDFInfo
- Publication number
- EP0363322B1 EP0363322B1 EP89810736A EP89810736A EP0363322B1 EP 0363322 B1 EP0363322 B1 EP 0363322B1 EP 89810736 A EP89810736 A EP 89810736A EP 89810736 A EP89810736 A EP 89810736A EP 0363322 B1 EP0363322 B1 EP 0363322B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- pigment
- process according
- carrier medium
- acid
- resin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000049 pigment Substances 0.000 title claims description 105
- 238000000034 method Methods 0.000 title claims description 36
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title description 5
- 239000000203 mixture Substances 0.000 claims description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 229920005989 resin Polymers 0.000 claims description 15
- 239000011347 resin Substances 0.000 claims description 15
- 238000003786 synthesis reaction Methods 0.000 claims description 15
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 13
- 230000015572 biosynthetic process Effects 0.000 claims description 13
- 239000000839 emulsion Substances 0.000 claims description 12
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 10
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 10
- 150000007524 organic acids Chemical class 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 7
- 239000005011 phenolic resin Substances 0.000 claims description 7
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 5
- -1 aliphatic organic acid Chemical class 0.000 claims description 5
- 229920001568 phenolic resin Polymers 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 239000008346 aqueous phase Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 229920000180 alkyd Polymers 0.000 claims description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 3
- 239000002243 precursor Substances 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 239000004925 Acrylic resin Substances 0.000 claims description 2
- 229920000178 Acrylic resin Polymers 0.000 claims description 2
- 238000006149 azo coupling reaction Methods 0.000 claims description 2
- 230000001804 emulsifying effect Effects 0.000 claims description 2
- 235000021388 linseed oil Nutrition 0.000 claims description 2
- 239000000944 linseed oil Substances 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims description 2
- 238000012986 modification Methods 0.000 claims description 2
- 239000003921 oil Substances 0.000 claims description 2
- 235000019198 oils Nutrition 0.000 claims description 2
- 239000002383 tung oil Substances 0.000 claims description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 2
- 239000008158 vegetable oil Substances 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 239000000725 suspension Substances 0.000 description 33
- 239000002609 medium Substances 0.000 description 16
- 239000000243 solution Substances 0.000 description 16
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 9
- 239000000976 ink Substances 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
- 230000008878 coupling Effects 0.000 description 7
- 238000010168 coupling process Methods 0.000 description 7
- 238000005859 coupling reaction Methods 0.000 description 7
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 6
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 238000002955 isolation Methods 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 3
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000012860 organic pigment Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 235000010288 sodium nitrite Nutrition 0.000 description 3
- LTPSRQRIPCVMKQ-UHFFFAOYSA-N 2-amino-5-methylbenzenesulfonic acid Chemical compound CC1=CC=C(N)C(S(O)(=O)=O)=C1 LTPSRQRIPCVMKQ-UHFFFAOYSA-N 0.000 description 2
- HUWXDEQWWKGHRV-UHFFFAOYSA-N 3,3'-Dichlorobenzidine Chemical compound C1=C(Cl)C(N)=CC=C1C1=CC=C(N)C(Cl)=C1 HUWXDEQWWKGHRV-UHFFFAOYSA-N 0.000 description 2
- MBJAPGAZEWPEFB-UHFFFAOYSA-N 5-amino-2-(4-amino-2-sulfophenyl)benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC(N)=CC=C1C1=CC=C(N)C=C1S(O)(=O)=O MBJAPGAZEWPEFB-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 2
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 235000011148 calcium chloride Nutrition 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 239000008130 destillate Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000011049 pearl Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical compound C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 description 1
- GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical compound C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- HGVIAKXYAZRSEG-UHFFFAOYSA-N n-(2,4-dimethylphenyl)-3-oxobutanamide Chemical compound CC(=O)CC(=O)NC1=CC=C(C)C=C1C HGVIAKXYAZRSEG-UHFFFAOYSA-N 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B41/00—Special methods of performing the coupling reaction
- C09B41/001—Special methods of performing the coupling reaction characterised by the coupling medium
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0014—Influencing the physical properties by treatment with a liquid, e.g. solvents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0017—Influencing the physical properties by treatment with an acid, H2SO4
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/006—Preparation of organic pigments
Definitions
- the present subject matter relates to a process for the production of pigment compositions and their use for coloring printing inks and paints.
- pigment compositions containing a carrier can be formulated into a non-powdery form.
- the carriers used in such systems are carefully selected so that the incorporation of the pigment composition into the end application medium is made easier.
- pigment compositions over conventional powders also includes the fact that the pigment requires gentler drying, if any, since most of the water is already excreted at the flushing stage; in addition, the pigment does not need to be ground.
- the pigment has an easily usable form and requires less work to disperse in the application medium.
- flushed pigments the problems associated with the conventional use of pigments, such as dusting and non-meterability, can also be easily overcome.
- Japanese patent application Sho 63-95270 discloses a method for producing a colorant granulate by converting a pigment suspension directly into an oily paint, using a rapid dispersing apparatus for this.
- the paint used is a rosin-modified phenolic resin in a high-boiling petroleum distillate.
- an organic pigment dispersion is prepared in a non-aqueous medium by mixing the aqueous pigment suspension with the non-aqueous medium in the presence of a dispersing agent with vigorous stirring.
- the pigment dispersion obtained is isolated and still contains e.g. 35% water; this dispersion is dewatered using a specific two-roll mill, and the resulting product consists of a pigment concentrate with typically 60% pigment.
- EP patent application No. 0273236 also discloses the preparation of an ink by mixing a pigment suspension with an emulsion consisting of an oleophilic resin, an organic solvent or mixtures thereof, an emulsifying agent and water. The pigment / emulsion mixture is then concentrated and an ink is made directly from this concentrate.
- the carrier medium can be mixed with one or more pigment precursors, e.g. treated with a diazo or tetrazo component or an azo coupling component, or added to the pigment synthesis reactor, either before or during pigment synthesis.
- the carrier medium can be added in the form of a melt, a solution, if possible as a simple organic liquid, or as an emulsion, optionally in combination with an emulsifying stabilizer.
- the carrier medium used according to the invention can be any medium containing a resin, which is usually present in the desired final coating composition, for example in an ink system.
- suitable carrier media can be used, eg resins, such as alkyd or phenolic resins, or modification products thereof, such as rosin-modified phenolic resins, rosin or rosin derivatives, maleic and acrylic resins or other resins known in the manufacture of printing inks.
- Resin systems can also be contained in the carrier medium, for example oil distillates with a boiling point range from 260 to 290 ° C., vegetable oils and derivatives thereof, glue or tung oils.
- additives such as surface-active agents, wetting agents, emulsifying agents and dispersing agents, can optionally also be used, each of these additives being able to assist in the present process and / or in the applications of the pigment concentrate.
- Other additives e.g. Dyes commonly used in the preparation of pigment suspensions and improving the pigment properties can also be used.
- the aliphatic organic acid used according to process stage Ib) is preferably a linear or branched, saturated or unsaturated carboxylic acid with 5 to 18 C atoms, but very preferably a straight-chain or branched saturated alkyl carboxylic acid with 6 to 10 C atoms, e.g. n-hexanoic acid, n-heptanoic acid, 2-ethylhexanoic acid, n-octanoic acid, n-nonanoic acid or n-decanoic acid.
- the relative ratio of pigment / carrier medium in the final pigment composition can vary within a wide range; the pigment / carrier medium ratio can vary between 1: 2 and 20: 1 (parts by weight), it not always being necessary to add the entire amount of the carrier during a single process step according to Ia) or Ib); The entire carrier medium can be added during both process stages Ia) and Ib).
- the treatment of the pigment composition according to Ib) with the organic acid can be carried out after isolation of the composition according to Ia) or directly without isolation according to Ia).
- the degree of shear applied in each of the above process steps depends on the viscosity of the pigment composition produced and therefore on the amount of carrier added to the pigment suspension.
- Conventional stirrers e.g. those used in the manufacture of pigment suspensions Stirrers commonly used can be used. If desired, higher shear forces can also be used, for example with the help of high-speed mixers / emulsifiers, such as Silverson mixers (ultrasonic mixers at around 20 kHz) or ultrasonic probes.
- the process according to the invention can be carried out with continuous production processes of pigment compositions, e.g. can be combined with a ball mill.
- the products obtained according to the invention can be prepared by conventional methods, e.g. in a filter press or on a belt filter, with a vibrating screen, a centrifuge or by suction.
- the pigment compositions can then optionally be dried, e.g. in an oven, a microwave oven, or using a non-static technique such as a fluid bed.
- the water content of the final pigment composition can range from less than 1% to 75% by weight.
- the physical form of the pigment composition obtained according to the invention can vary between a liquid paste and a dried granulate, depending on the drying used, the method of isolation and the amount of the carrier in the pigment. After the isolation step, before drying, the water content of the composition can typically be about 40% by weight.
- Any organic pigment used in printing inks can be used as the pigment component in the compositions produced according to the invention.
- Suitable pigments are e.g. Azo pigments, azomethine pigments or metal salts thereof, dioxazine, quinacridone, anthraquinone, isoindoline, isoindolinone or phthalocyanine pigments. Mixtures of pigments can be used. Azo pigments are preferred.
- the printing inks and paints obtained with the pigment compositions prepared according to the invention have advantages in application, e.g. regarding color strength, gloss, transparency, etc.
- the use of an organic acid in the aftertreatment in accordance with process stage Ib) also has the advantage that the pigment in such ink carrier systems dust-free meterable powder form can be produced. After such an aftertreatment, the applicative properties of these pigment compositions are also improved.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Claims (12)
- Procédé de préparation d'une composition pigmentaire, selon lequel :1a) on traite un pigment, avant ou pendant sa synthèse, par un milieu de support ou véhicule non miscible et contenant une résine, puis l'on parachève la synthèse du pigment avec formation de la composition pigmentaire contenant le pigment et le milieu de support ou véhicule, puis la) on isole la composition pigmentaire obtenue, ou bien, éventuellement1b) on soumet la composition pigmentaire obtenue à la poursuite d'un traitement à l'aide d'un acide aliphatique organique et éventuellement d'un milieu de support ou véhicule non miscible à l'eau, on ajuste le pH du mélange résultant tout d'abord à une valeur inférieure à 7,0, puis supérieure à 7,0, de sorte que l'acide organique passe dans la phase aqueuse, puis l'on isole la composition pigmentaire contenant le pigment et le milieu de support ou véhicule.
- Procédé selon la revendication 1, dans lequel, selon l'étape opératoire 1a), on traite le milieu de support ou le véhicule à l'aide d'un ou plusieurs précurseurs de pigment.
- Procédé selon la revendication 2, dans lequel le précurseur de pigment est un composant diazotable ou tétrazotable et/ou est un copulant pour obtention d'un composé azoïque.
- Procédé selon la revendcation 1, selon lequel, dans l'étape opératoire 1a), le milieu de support ou véhicule est ajouté dans le réacteur de synthèse du pigment avant ou pendant cette synthèse du pigment.
- Procédé selon la revendication 1, selon lequel on utilise le milieu de support ou véhicule sous forme d'une masse fondue, sous forme d'une solution, sous forme d'un liquide organique simple ou sous forme d'une émulsion, éventuellement en combinaison avec un stabilisant émulsifiant.
- Procédé selon la revendication 1, selon lequel la résine est une résione alkyde ou une résine phénolique ou une résine qui en dérive par modification par de la colophane, ou une résine maléïnique ou acrylique
- Procédé selon la revendication 1, selon lequel le milieu de support ou véhicule contient en outre un distillat (d'huile de pétrole) ayant un point d'ébullition compris entre 260 et 290°C, une huile végétale ou un dérivé d'une telle huile, une huile de lin ou une huile de Tung.
- Procédé selon la revendication 1, selon lequel l'acide aliphatique organique est un acide carboxylique linéaire ou ramifié, saturé ou insaturé, comportant 5 à 18 atomes de carbone.
- Procédé selon la revendication 8, selon lequel l'acide est un acide alkylcarboxylique linéaire ou ramifié, saturé, comportant 6 à 10 atomes de carbone.
- Procédé selon la revendication 1, selon lequel le rapport relatif entre le pigment et le milieu de support ou le véhicule se situe dans la composition pigmentaire finale entre 1:2 et 20:1.
- Procédé selon la revendication 1, selon lequel la teneur en eau de la composition pigmentaire finale présente des valeurs comprises entre moins de 1% en poids et 75 % en poids.
- Procédé selon la revendication 1, dans lequel le pigment est un pigment azoïque.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB888823483A GB8823483D0 (en) | 1988-10-06 | 1988-10-06 | Pigment compositions |
| GB8823483 | 1988-10-06 | ||
| GB898916752A GB8916752D0 (en) | 1989-07-21 | 1989-07-21 | Production of pigment compositions |
| GB8916752 | 1989-07-21 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0363322A2 EP0363322A2 (fr) | 1990-04-11 |
| EP0363322A3 EP0363322A3 (fr) | 1991-10-02 |
| EP0363322B1 true EP0363322B1 (fr) | 1995-02-08 |
Family
ID=26294486
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89810736A Expired - Lifetime EP0363322B1 (fr) | 1988-10-06 | 1989-09-27 | Procédé de préparation de compositions pigmentaires |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0363322B1 (fr) |
| JP (1) | JP2908481B2 (fr) |
| KR (1) | KR0121757B1 (fr) |
| BR (1) | BR8905071A (fr) |
| CA (1) | CA2000155C (fr) |
| DE (1) | DE58908978D1 (fr) |
| ES (1) | ES2068260T3 (fr) |
| MX (1) | MX170096B (fr) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5575843A (en) * | 1994-12-16 | 1996-11-19 | Sun Chemical Corporation | Process for improving color value of a pigment |
| GB9526517D0 (en) * | 1995-12-23 | 1996-02-28 | Ciba Geigy Ag | Production of pigments |
| GB9910251D0 (en) * | 1999-05-05 | 1999-06-30 | Ciba Geigy Ag | Process for the preparation of pigment compositions |
| JP2001164140A (ja) * | 1999-12-07 | 2001-06-19 | Dainippon Ink & Chem Inc | 有機顔料組成物 |
| DE10023286A1 (de) * | 2000-05-12 | 2001-11-15 | Merck Patent Gmbh | Pigmentpräparation mit modifizierten Kolophoniumharzen |
| KR20030052296A (ko) * | 2001-12-20 | 2003-06-27 | 정열 배 | 송진을 이용한 도료의 제조방법 |
| KR100934388B1 (ko) * | 2009-05-29 | 2009-12-30 | 조봉주 | 옻칠과 천연염료를 이용한 염색방법 및 그 제품 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH301814A (de) * | 1950-12-23 | 1954-09-30 | Hoechst Ag | Verfahren zur Herstellung von wasserunlöslichen Azofarbstoffen von weichem Korn. |
| DE889042C (de) * | 1950-12-24 | 1953-09-07 | Hoechst Ag | Verfahren zur Herstellung von wasserunloeslichen Farbkoerpern |
| CH322874A (de) * | 1952-12-12 | 1957-06-30 | Hoechst Ag | Verfahren zur Herstellung von wasserunlöslichen Farbkörpern von weichem Korn |
| DE956709C (de) * | 1952-12-17 | 1957-01-24 | Hoechst Ag | Verfahren zur Herstellung von wasserunloeslichen Azofarbstoffen |
| GB1486117A (en) * | 1975-02-12 | 1977-09-21 | Ciba Geigy Ag | Organic pigment compositions |
| DE2811294C2 (de) * | 1977-03-18 | 1986-09-25 | Ciba-Geigy Ag, Basel | Verfahren zur Herstellung eines Pigment- oder Farbstoffgranulates |
| GB1589159A (en) * | 1978-05-31 | 1981-05-07 | Ciba Geigy Ag | Process for producing pigment and dyestuff compositions |
| JPS5632548A (en) * | 1979-08-23 | 1981-04-02 | Sumitomo Chem Co Ltd | Preparation of stable type dioxazine violet pigment |
-
1989
- 1989-09-27 DE DE58908978T patent/DE58908978D1/de not_active Expired - Fee Related
- 1989-09-27 EP EP89810736A patent/EP0363322B1/fr not_active Expired - Lifetime
- 1989-09-27 ES ES89810736T patent/ES2068260T3/es not_active Expired - Lifetime
- 1989-10-03 MX MX017805A patent/MX170096B/es unknown
- 1989-10-04 CA CA002000155A patent/CA2000155C/fr not_active Expired - Fee Related
- 1989-10-05 KR KR1019890014382A patent/KR0121757B1/ko not_active IP Right Cessation
- 1989-10-05 BR BR898905071A patent/BR8905071A/pt not_active IP Right Cessation
- 1989-10-06 JP JP1261918A patent/JP2908481B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR900006455A (ko) | 1990-05-08 |
| ES2068260T3 (es) | 1995-04-16 |
| EP0363322A3 (fr) | 1991-10-02 |
| KR0121757B1 (ko) | 1997-11-13 |
| CA2000155A1 (fr) | 1990-04-06 |
| DE58908978D1 (de) | 1995-03-23 |
| MX170096B (es) | 1993-08-06 |
| BR8905071A (pt) | 1990-05-08 |
| EP0363322A2 (fr) | 1990-04-11 |
| CA2000155C (fr) | 2000-02-29 |
| JPH02218761A (ja) | 1990-08-31 |
| JP2908481B2 (ja) | 1999-06-21 |
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